| Identification | More | [Name]
4-Aminophthalic acid | [CAS]
5434-21-9 | [Synonyms]
4-AMINOPHTHALIC ACID
AKOS 92080
RARECHEM AL BO 1135
4-amino-2-benzenedicarboxylicacid
4-Aminophthalicacid,98%
4-Aminophthalic acid 98%
4-aminophthalate
4-Amino-o-phthalic acid | [EINECS(EC#)]
226-596-4 | [Molecular Formula]
C8H7NO4 | [MDL Number]
MFCD00013985 | [Molecular Weight]
181.15 | [MOL File]
5434-21-9.mol |
| Chemical Properties | Back Directory | [Appearance]
Beige powder | [Melting point ]
344 °C (dec.)(lit.)
| [Boiling point ]
465.1±40.0 °C(Predicted) | [density ]
1.551±0.06 g/cm3(Predicted) | [storage temp. ]
Keep in dark place,Inert atmosphere,Room temperature | [form ]
powder to crystal | [pka]
3.41±0.10(Predicted) | [color ]
White to Gray to Brown | [BRN ]
2723405 | [Major Application]
peptide synthesis | [InChI]
InChI=1S/C8H7NO4/c9-4-1-2-5(7(10)11)6(3-4)8(12)13/h1-3H,9H2,(H,10,11)(H,12,13) | [InChIKey]
OXSANYRLJHSQEP-UHFFFAOYSA-N | [SMILES]
C1(C(O)=O)=CC=C(N)C=C1C(O)=O | [CAS DataBase Reference]
5434-21-9(CAS DataBase Reference) | [EPA Substance Registry System]
5434-21-9(EPA Substance) |
| Safety Data | Back Directory | [Hazard Codes ]
Xi | [Risk Statements ]
R36/37/38:Irritating to eyes, respiratory system and skin . | [Safety Statements ]
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S36:Wear suitable protective clothing . | [WGK Germany ]
3
| [TSCA ]
Yes | [HS Code ]
29224999 | [Storage Class]
11 - Combustible Solids | [Hazard Classifications]
Eye Irrit. 2
Skin Irrit. 2
STOT SE 3 |
| Hazard Information | Back Directory | [Chemical Properties]
Beige powder | [Uses]
peptide synthesis | [reaction suitability]
reaction type: solution phase peptide synthesis | [Synthesis]
The general procedure for the synthesis of 4-amino phthalic acid from 4-nitrophthalic acid was as follows: 1 g (4.73 mmol) of 4-nitrophthalic acid was dissolved in 10 ml of anhydrous ethanol. The solution was stirred and degassed at room temperature and under argon protection. Subsequently, 50 mg of 5% palladium/carbon catalyst was added at once and hydrogen was passed into the solution for hydrogenation reaction. After 3 hours of reaction, the reaction mixture was filtered through diatomaceous earth to remove the catalyst. The filtrate was concentrated by evaporation to give an orange oily product with a mass of 820 mg and a yield of 96%. The structure of the product was confirmed by 1H NMR (DMSO-d6) with the following chemical shifts: 3.32 (1H, s), 5.95 (1H, s), 6.49-6.53 (2H, m), 7.46-7.50 (1H, d, J = 8.8 Hz), 12.33 (2H, COOH, s). | [References]
[1] Patent: US6689922, 2004, B1. Location in patent: Page column 20
[2] Patent: US6706725, 2004, B1. Location in patent: Page column 11
[3] Chemical Communications, 2017, vol. 53, # 62, p. 8751 - 8754
[4] Justus Liebigs Annalen der Chemie, 1881, vol. 208, p. 230
[5] Journal of the American Chemical Society, 1908, vol. 30, p. 1143 |
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